Holiday houses in Leaskdale

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Top-rated holiday rentals in Leaskdale

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Top Guest favourite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 408 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Top Guest favourite
A charming porch is framed by tall white columns, featuring decorative brackets. Lush hanging ferns add greenery to the space. Two benches are positioned along the porch, located on a blue-painted wooden floor, inviting relaxation in the sun.
Home in Uxbridge
5 out of 5 average rating, 29 reviews

The Uxbridge Inn

Comfortable beds. Fully functioning Kitchen. 5G Internet. Unit 11-Owner's Suite In the heart of Uxbridge, walking distance or a short drive to all the amazing offerings of this Historic Town. Canada's Trail Capital. Be among the few who can boast, they have slept in a $7,000 Palais Royale from Sleep Country. With 2 Kingsdown beds to choose from, your perfect sleep awaits you. We offer cooking classes, Ice Cream making courses, or a private chef. Come be pampered or just relax in quite peace.

Top Guest favourite
A serene pond is bordered by tall grasses and trees, reflecting the sky and surrounding nature. Two cows rest peacefully on the grassy bank, while vibrant autumn colors adorn the landscape. An observation tower is visible in the background, enhancing the natural setting.
Home in Greenbank
4.98 out of 5 average rating, 51 reviews

Pet Friendly Secluded Countryside Home in Uxbridge

Make some memories at this unique pet and family-friendly place. Gorgeous house full of art supplies, board games and tech toys is waiting to host you! Our long driveway makes sure your stay is private and uninterrupted. Take long walks down over 5 km of trails running through forest, wetland and flower field ecosystems, or just sit by the pond as song birds and amphibians serenade you at all hours. Our house is modern, comfortable and full of light. We are so excited to host you at The Mellows.

Guest favourite
The inviting living area features warm wood accents and a cozy seating arrangement. A brick fireplace stands as a focal point, complemented by large windows that flood the space with natural light. Ferns add a touch of greenery, enhancing the relaxing atmosphere.
Guesthouse in Uxbridge
4.93 out of 5 average rating, 165 reviews

Guesthouse w/Woodstove in Nature Near Trails & Spa

Relax and unwind at this peaceful and private guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

Guest favourite
A spacious deck features a large table surrounded by chairs and an orange umbrella providing shade. The deck overlooks the lake, with green grass and trees in the background. Lounge chairs are positioned along the shoreline, inviting relaxation by the water.
Home in Little Britain
4.96 out of 5 average rating, 102 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY COTTAGE! This rustic, private, lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double sized bed), large bright sunroom with sleeper sectional. Large newly renovated deck. You are sure to enjoy the lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

Top Guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 145 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Top Guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.97 out of 5 average rating, 235 reviews

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Guest favourite
The exterior of the log cabin is showcased during twilight, highlighting a modern hot tub on a gravel patio. Warm lighting illuminates the structure, revealing the rustic wood texture and natural surroundings, creating a serene outdoor space perfect for relaxation.
Cabin in Reaboro
4.87 out of 5 average rating, 346 reviews

Cedar Springs Cabin - A Cozy Hideaway in the Woods

Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

Top Guest favourite
Natural wood paneling surrounds a cozy seating area featuring a rectangular table and two chairs. A small nook is integrated into the design, providing space for storage. A dog rests on the floor, and a door opens to the outside, enhancing the connection to nature.
Cabin in Georgina
4.99 out of 5 average rating, 106 reviews

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

Guest favourite
A relaxing outdoor space features a circular fire pit surrounded by four red Adirondack chairs. A stack of firewood sits nearby. Behind the seating area, a glimmering glass geodesic dome is surrounded by lush greenery and open sky.
Dome in Zephyr
4.95 out of 5 average rating, 127 reviews

Glass Dome - Sleep Under The Stars- Free Sundays

Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $35/GUEST MINIMUM $120/NIGHT

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Guesthouse in Whitchurch-Stouffville
5 out of 5 average rating, 5 reviews

Newly Reno Suite on 1Acre Near Musselman’s Lake

Welcome to your new renovated, cozy retreat in Stouffville — a peaceful 2BR stay just minutes from Musselman’s Lake, downtown Stouffville, and local parks. Whether you're visiting for a quiet weekend escape or longer stay, this comfortable space is perfect for solo travelers, couples, or small family looking for a convenient home base. Spacious drive way, can park car/trailor/boat trailor. 15min to hwy404 and shopping centres. York Regional Forest trails nearby.

Guest favourite
A comfortable living area is highlighted by a dark brown sectional sofa with decorative pillows. A black coffee table sits on a patterned area rug, while a simple shelving unit stands against the wall, adorned with decorative items. Natural light enters through a small window.
Guest suite in Stouffville
4.94 out of 5 average rating, 107 reviews

City-Approved Cozy 1BR in a Welcoming Family Home

City Licensed for Your Peace of Mind: Our suite is officially licensed by the city of Stouffville, meaning it has undergone rigorous inspections to ensure the highest standards of safety and comfort. Thoughtfully Designed for Comfort: Beyond meeting regulations, we’ve carefully curated the space to create a warm, inviting environment with all the amenities you need for a relaxing stay. Licence Number: PRSTR20241142

Popular amenities for Leaskdale holiday rentals

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